In the series premiere, we find the Funnie family have moved from Bloatsburg and are just arriving at their new home in the town of Bluffington. 11 year old Doug Funnie writes his thoughts in his journal and worries he won't be able to make any friends. On a search to find food for his Mom (Theda), Dad (Phil) and sister (Judy), Doug meets his next door neighbour Mr. Dink. He shows Doug a video about Bluffington and introduces him to the popular hangout fast food restaurant called The Honker Burger. When Doug gets to the hangout, he meets Skeeter Valentine who befriends him right away. Doug also meets Patti Mayonnaise and right away, has a secret crush on her. However, all is not well when he also meets the local bully Roger Klotz who tricks Doug into believing he has to catch a monster called a Neematoad at Stinsen's Pond to be a town hero.

Doug is thrilled when Mrs. Wingo tells him that he'll be introducing a special performer for an upcoming school show. That is, until he finds out that the performer is actually his sister, Judy.

Doug decides that he needs a haircut, but he doesn't want just ANY kind of haircut. He goes around town, trying to find a barber that can cut his hair the same way his old friend in Bloatsburg did. He looks all over and finds Mr. Sweney before escaping the dangerous baraber Fluke.

Doug and Patti are both paired up in a cooking class competition. When Patti tells Doug she can't cook, Doug invites her over to his house to practice some easy recipies and decide what to cook for their class.

Doug writes a secret love song about Patti, and makes it into a video at a new store in the mall where you can make your own music videos. But after a mix up at the store, Doug gets Mr. Bone's video and Doug thinks his tape fell into the hands of Patti who is taking it to a slumber party at Beebe's house.

Patti invites Doug over for dinner with the rest of the gang and Doug is thrilled. It's a dream come true for Doug until Patti tells Doug she will be serving liver and onions (one of Doug's most hated foods). Doug tries everything (including hypnosis) to overcome his fear, and believes he's ready to eat the liver with Patti.

Doug is angry at Porkchop for chasing a raccoon and acidentally putting his paw-prints all over his painting for the Arts Guild Exhibition. But everyone, including the art teacher Mrs. Perigrew, thinks his ruined painting is a brilliant piece of art! When Doug's art is hung in an exhibit, Doug imgaines how Smash Adams would get it out, and tell the truth about his ""masterpiece"".

In front of the dance teacher, Miss. Mimi, Doug signs up to be the lead dancer in the school ballet so he can be dance partners with Patti. But Beebe's mom, Betty, is trying to get her daughter the female lead, so Doug considers ""fixing"" Beebe's tryout. But then he realizes that he doesn't really need to.

A mysterious hat floats onto Doug's head. Strange and wonderful things begin to happen to him so Doug claims the hat as lucky, and it isn't long before Roger wants to get his hands on it.

Roger asks Doug to take care of his cat, Stinky, while he goes on a trip. Stinky not only rips up the Funnie home but also eats all the junk food in the house and gets sick. Doug rushes him to the vet, hoping he'll be OK. But when Doug gets there, he finds out Stinky isn't a ""he"".

Doug was only defending himself when he punches Larry the AV nerd in the face because Doug thought he was making fun of him. Now he's popular because of his fight, but Doug can't stand that he punched Larry and wants to be friends again. But everyone likes Doug for it and his popularity could disappear.

While Mrs. Wingo is away, a substitute named Ms. Newberry takes her place. But Doug makes a bad first impression which places him as the class troublemaker and Roger as the nice guy. So Doug tries everything to change Ms. Newberry's image of him.

Everyone in school is talking about the final scene in the latest horror movie, but Doug closed his eyes and missed the ending. After thinking that he's a chicken for not seeing the ending he finally gets up the courage to see the film again, and realizes it's not only not scary, it's silly.

Doug tries to impress Patti with a magic trick from his new magic set, but it backfires and they end up handcuffed together, without the key, for the entire afternoon. This does not sit well with Patti as it makes her miss planned activites. After many attempts to get the key, they realize the magic store owner may have a solution.

It's the day of the big football game against Bloatsburg and Doug is snared by Coach Spitz, who mistakenly believes Doug has a ""golden toe"" for field kicking. Doug is then put into the next footbal game by Coach Spitz, and he is very nervous when he finds out that Percy Femur is on the other team.